Synthesis of P-stereogenic compounds via kinetic deprotonation and dynamic thermodynamic resolution of phosphine sulfides: Opposite sense of induction using (-)-sparteine

Journal of the American Chemical Society

Volumn 132, Issue 39, 2010, Pages 13922-13927

  Gammon, Jonathan J ^a   Gessner, Viktoria H ^b   Barker, Greg R ^a   Granander, Johan ^a   Whitwood, Adrian C ^a   Strohmann, Carsten ^b   O'Brien, Peter ^a   Kelly, Brian ^c  

^a UNIVERSITY OF YORK   (United Kingdom)

^b TU DORTMUND UNIVERSITY   (Germany)

^c Celtic Catalysts Ltd   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTATIONAL APPROACH; CONTROLLED PROCESS; DIASTEREOMERIC; ELECTROPHILES; INITIAL KINETICS; INTERCONVERSIONS; KINETIC CONTROL; LITHIATED CARBON; ORGANOLITHIUMS; PHOSPHINE SULFIDE; REACTION CONDITIONS; SYSTEMATIC STUDY; THERMODYNAMIC CONTROL;

COMPUTATIONAL METHODS; ENANTIOSELECTIVITY; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

PHOSPHORUS COMPOUNDS;

ELECTROPHILE; LITHIUM; METHYL GROUP; ORGANOLITHIUM COMPOUND; PHOSPHINE DERIVATIVE; SPARTEINE; SULFIDE;

ARTICLE; ASYMMETRIC SYNTHESIS; CHIRALITY; COMPLEX FORMATION; DIASTEREOISOMER; ENANTIOSELECTIVITY; PROTON TRANSPORT; STEREOISOMERISM; SYNTHESIS; TEMPERATURE DEPENDENCE; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; KINETICS; LITHIUM; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR DYNAMICS SIMULATION; ORGANOMETALLIC COMPOUNDS; PHOSPHINES; SPARTEINE; STEREOISOMERISM; SULFIDES; THERMODYNAMICS;

EID: 77957302961     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja1060966     Document Type: Article

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